Explain why 2-bromopropane reacts with sodium iodide in acetone over 104 times faster than bromocyclopropane. hint: examine the

Question

valkas [14]

3 years ago

8

Explain why 2-bromopropane reacts with sodium iodide in acetone over 104 times faster than bromocyclopropane. hint: examine the

transition state for each of the reactions.

Chemistry

1 answer:

Mama L [17] · Answer 1 · 2022-01-19T03:38:48+03:00

Answer:-

The reaction of 2-bromopropane reacts with sodium iodide in acetone is an example of Sn2 reaction.

The I - attacks from backside to give the transition state for both.

If we compare the transition state for cyclobromopropane 2-bromopropane then we see in case of cyclobromopropane transition state, one of the H is very close to the incoming I -.

This results in steric strain and less stability of the transition state. Hence 2-bromopropane reacts with sodium iodide in acetone over 104 times faster than bromocyclopropane.